ChemicalBook--->CAS DataBase List--->78574-94-4

78574-94-4

78574-94-4 Structure

78574-94-4 Structure
IdentificationBack Directory
[Name]

CYCLOASTRAGENOL
[CAS]

78574-94-4
[Synonyms]

Cyclogalegenol
Astramembrangenin
Cyclosieversigenin
CYCLOASTRAGENOL(SH)
Cycloastragenol, 98%, from Astragalus membranaceus Bunge
Cycloastragenol(Cyclosiversigenin,Astramembrangenin,Cyclosieversigenin)
9,19-Cyclolanostane-3,6,16,25-tetrol, 20,24-epoxy-, (3β,6α,16β,20R,24S)-
(3beta,6alpha,16beta,20R,24S) 20,24-Epoxy-9,19-cyclolanostane-3,6,16,25-tetrol
(2aR,3R,4S,5aS,5bS,7S,7aR,9S,11aR,12aS)-3-((2R,5S)-5-(2-hydroxypropan-2-yl)-2-methyltetrahydrofuran-2-yl)-2a,5a,8,8-tetramethylhexadecahydrocyclopenta[a]cyclopropa[e]phenanthrene-4,7,9-triol
[Molecular Formula]

C30H50O5
[MDL Number]

MFCD11618124
[MOL File]

78574-94-4.mol
[Molecular Weight]

490.72
Chemical PropertiesBack Directory
[Melting point ]

241.0 to 245.0 °C
[Boiling point ]

617.2±55.0 °C(Predicted)
[density ]

1.20±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Sparingly soluble in aqueous buffers. For maximum solubility in aqueous buffers, first dissolve in DMF and then dilute with the aqueous buffer of choice. Cycloastragenol has a solubility of approximately 0.25 mg/ml in a 1:8 solution of DMF:PBS (pH 7.2) using this method.Solubility in DMSO is 98 mg/mL (199.7 mM)
[form ]

powder to crystal
[pka]

14.57±0.29(Predicted)
[color ]

White to Almost white
[optical activity]

[α]/D +45 to +60°, c =1 in methanol
[InChIKey]

WENNXORDXYGDTP-XWIGRFCYNA-N
Safety DataBack Directory
[RTECS ]

GX8265000
[HS Code ]

2932.19.5100
Hazard InformationBack Directory
[Description]

Cycloastragenol(78574-94-4) is the genuine sapogenin of astragaloside IV, a major bioactive constituent of the Chineseherbal medicine Astragali Radix (Huang-Qi). Astragaloside IV exhibits various pharmacological properties, suchas anti-viral, anti-inflammatory, anti-aging,and antioxidant activities.Cycloastragenol is a telomerase activator,which delays the onset of cellularaging. Thus, cycloastragenol is considered as a newgeneration of anti-aging agent.
[Uses]

Cycloastragenol(78574-94-4), a saponin and aglycone found in Astragalus, is a natural triterpenoid. It has anti-aging properties and can also act as an adjuvant therapy for cancer by enhancing the effectiveness of anti-cancer drugs, reducing their toxicity, and preventing/treating leukopenia caused by these treatments.
[Application]

Cycloastragenol can be used for anti-aging, and it also has anti-cancer adjuvant therapeutic effects of enhancing the curative effect of anti-cancer drugs, reducing the toxicity of anti-cancer drugs, preventing and treating leukopenia caused by anti-cancer drug treatment.
[Definition]

ChEBI: Cycloastragenol is a sapogenin that is the aglycone derivative of astragaloside IV, a major saponin extracted from the root of Astragalus membranaceus. It has a role as a metabolite. It is a sapogenin, a pentacyclic triterpenoid, a tetrol and a member of oxolanes. It derives from a hydride of a 5alpha-gonane.
[Preparation]

The cycloastragenol was prepared by acid hydrolysis, and the oxidation reaction was carried out before the hydrolysis. The technological process is: oxidation-reduction-hydrolysis-extraction.
[benefits]

Cycloastragenol has a steroidal skeleton of tetracyclic triterpene and possess diverse pharmacological activities such as anti-aging, anti-inflammatory, anti-fibrosis, pro-wound healing, liver protection and endothelial protection.
A comprehensive review of cycloastragenol: Biological activity, mechanism of action and structural modifications
[Biological Activity]

Cycloastragenol, a natural tetracyclic triterpenoid, was first identified when screening Astragalus membranaceus extracts for active ingredients with antiaging properties. IC50 value:Target:In vitro: In the study of Cycloastragenolon the treatment of degenerative diseases, the result showed that first-pass intestinal metabolism of cycloastragenol might occur upon passage through the intestinal epithelium. Cycloastragenol underwent extensive metabolism in rat and human liver microsomes with only 17.4% and 8.2%, respectively, of the starting amount of Cycloastragenol remaining after 30 min of incubation [1]. The present study demonstrates that cycloastragenol stimulates telomerase activity and cell proliferation in human neonatal keratinocytes. In particular, cycloastragenol promotes scratch wound closure of human neonatal keratinocyte monolayers in vitro [3]. In vivo: Rats were treated with Cycloastragenol (40 mg·kg- 1·d- 1) for 7 days to induce hepatic microsomal enzyme. The result showed that compared with the control, cycloastragenol obviously activated CYP2E1, and remarkably inhibited CYP3A4 [2].
[Biochem/physiol Actions]

Cycloastragenol is used as a nutraceutical (e.g. TAT2) and seems to moderately increase the telomerase activity and proliferative capacity of both CD4 and CD8 T-cells. Cycloastragenol possesses antiviral, antimicrobial, anti-inflammatory, anti-hepatotoxic, anti-leukemia, antitumor and antinociceptive activity. It also acts as an immunomodulator.
[Side effects]

Cycloastragenol is a telomerase activator. Fortunately, the experimental results did not show an increased risk of cancer and other adverse effects.
[Source]

Cycloastragenol is isolated from Astragalus species.
[storage]

4°C, protect from light
[Dosage]

As a dietary supplement, take one 100mg capsule of Cycloastragenol daily.
[References]

[1]. Jing Zhu, et al. In vitro Intestinal Absorption and First-pass Intestinal and Hepatic Metabolism of Cycloastragenol, a Potent Small Molecule Telomerase Activator. Drug Metabolism and PharmacokineticsVolume 25, Issue 5, 2010, Pages 477-486
[2]. WEI Bao-hong, et al. Effect of continuous oral cycloastragenol on the activity of cytochrome P450 enzymes in rats. Chinese New Drugs Journal, 2014 -04
[3]. Ip FC, et al. Cycloastragenol is a potent telomerase activator in neuronal cells: implications for depression management. Neurosignals. 2014;22(1):52-63.
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